tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate supplier

Name
tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate
EINECS 1312995-182-4
CAS No. 114772-40-6
Article Data28
CAS DataBase
Density 1.278 g/cm³
Solubility
Melting Point
Formula C₁₈H₁₉BrO₂
Boiling Point 436.992 °C at 760 mmHg
Molecular Weight 347.252
Flash Point 218.085 °C
Transport Information
Appearance
Safety 22-24-37-61
Risk Codes 43-53
Molecular Structure
Hazard Symbols
Synonyms 1,1-Dimethylethyl4'-(bromomethyl)biphenyl-2-carboxylate;2-(4-Bromomethylphenyl)benzoic acidtert-butyl ester;2'-(tert-Butoxylcarbonyl)biphenyl-4-ylmethyl bromide;4-(Bromomethyl)-2'-(tert-butoxycarbonyl)biphenyl;4'-(Bromomethyl)-2-(tert-butoxycarbonyl)biphenyl;4'-(Bromomethyl)[1,1'-biphenyl]-2-carboxylic acid 1,1-dimethylethyl ester;4'-(Bromomethyl)biphenyl-2-carboxylic acid tert-butyl ester;4'-Bromomethyl[1,1'-biphenyl]-2-carboxylic acid tert-butyl ester;4'-Bromomethylbiphenyl-2-carboxylic Acid tert-Butyl Ester;tert-Butyl2-(4-bromomethylphenyl)benzoate;tert-Butyl 4-(bromomethyl)biphenyl-2'-carboxylate;tert-Butyl 4-bromomethylbiphenyl-2-carboxylate;
PSA 26.30000
LogP 5.20380

Synthetic route

: 114772-36-0
tert-butyl 4'-methyl-2-biphenylcarboxylate

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With azobisisobutyronitrile; sodium acetate In acetic acid methyl ester; water; isopropyl alcohol; acetone	85%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 4.5h; Heating;	82%
With N-Bromosuccinimide; azobisisobutyronitrile; sodium acetate In acetic acid methyl ester; water; isopropyl alcohol	80%

: biphenyl-2-carboxylic acid tert-butyl ester

: 50-00-0
formaldehyd

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: biphenyl-2-carboxylic acid tert-butyl ester; formaldehyd With zinc dibromide In dichloromethane at 30 - 35℃; for 0.333333h; Stage #2: With phosphorus pentabromide In tetrachloromethane; dichloromethane	81.9%

: 55666-42-7
tert-butyl 2-bromobenzoate

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / tetrakis(triphenylphosphine)palladium, 2M aq. sodium carbonate / toluene; ethanol / 4 h / Heating 2: 82 percent / NBS, AIBN / CCl4 / 4.5 h / Heating View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 0.67 h / 100 °C / Sealed vial 2: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 2 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1.1: sodium carbonate / isopropyl alcohol / 0.5 h / Inert atmosphere 1.2: 40 h / 90 °C / Inert atmosphere 2.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / Reflux View Scheme
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,4-dioxane; water / 0.75 h / 100 °C / Sealed tube 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 2 h / 100 °C View Scheme

: 5720-05-8
4-methylphenylboronic acid

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / tetrakis(triphenylphosphine)palladium, 2M aq. sodium carbonate / toluene; ethanol / 4 h / Heating 2: 82 percent / NBS, AIBN / CCl4 / 4.5 h / Heating View Scheme

: 88-65-3
2-bromobenzoic-acid

copper powder: copper powder

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) N,N'-carbonyldiimidazole, 2.) DBU / 1.) DMF, 40 deg C, 1 h, 2.) DMF, a) 40 deg C, 24 h, b) 50 deg C, 16 h 2: 95 percent / tetrakis(triphenylphosphine)palladium, 2M aq. sodium carbonate / toluene; ethanol / 4 h / Heating 3: 82 percent / NBS, AIBN / CCl4 / 4.5 h / Heating View Scheme

: 7148-03-0
o-tolylbenzoic acid

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / sulfuric acid / diethyl ether / 25 °C 2: NBS, AIBN / CCl4 / Heating View Scheme
Multi-step reaction with 3 steps 1: oxalyl chloride / CH2Cl2 / 3 h / 25 °C 2: tetrahydrofuran / 1 h / 25 °C 3: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating View Scheme
Multi-step reaction with 3 steps 1: thionyl chloride / 5.5 h / 20 °C / Inert atmosphere 2: tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere 3: N-Bromosuccinimide; dibenzoyl peroxide / benzene / 6 h / Inert atmosphere; Reflux View Scheme
Multi-step reaction with 2 steps 1.1: oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C 1.2: 1 h / 10 - 20 °C 2.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 8 h / Reflux View Scheme

: 114772-34-8
methyl 4'-methylbiphenyl-2-carboxylate

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 99 percent / NaOH / H2O; methanol / Heating 2: 94 percent / sulfuric acid / diethyl ether / 25 °C 3: NBS, AIBN / CCl4 / Heating View Scheme

: 57598-33-1
2-(2-methoxyphenyl)-4,4-dimethyl-2-oxazoline

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: tetrahydrofuran / 2 h / 20 °C 2: 88 percent / 4.5 N aq. HCl / 12 h / Heating 3: oxalyl chloride / CH2Cl2 / 3 h / 25 °C 4: tetrahydrofuran / 1 h / 25 °C 5: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating View Scheme

: 114772-35-9
4'-methylbiphenyl-2-carboxylic acid chloride

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran / 1 h / 25 °C 2: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating View Scheme
Multi-step reaction with 2 steps 1: tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere 2: N-Bromosuccinimide; dibenzoyl peroxide / benzene / 6 h / Inert atmosphere; Reflux View Scheme

: 74201-13-1
N-(2-hydroxy-1,1-dimethyl)-2-methoxybenzamide

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: thionyl chloride / 1 h / 25 °C 2: tetrahydrofuran / 2 h / 20 °C 3: 88 percent / 4.5 N aq. HCl / 12 h / Heating 4: oxalyl chloride / CH2Cl2 / 3 h / 25 °C 5: tetrahydrofuran / 1 h / 25 °C 6: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating View Scheme

: 84392-32-5
4,4-dimethyl-2-(4'-methyl-biphenyl-2-yl)-4,5-dihydrooxazole

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 88 percent / 4.5 N aq. HCl / 12 h / Heating 2: oxalyl chloride / CH2Cl2 / 3 h / 25 °C 3: tetrahydrofuran / 1 h / 25 °C 4: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating View Scheme

: 579-75-9
2-Methoxybenzoic acid

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 95 percent / thionyl chloride / 18 h / 20 °C 2: CH2Cl2 / 2 h / 20 °C 3: thionyl chloride / 1 h / 25 °C 4: tetrahydrofuran / 2 h / 20 °C 5: 88 percent / 4.5 N aq. HCl / 12 h / Heating 6: oxalyl chloride / CH2Cl2 / 3 h / 25 °C 7: tetrahydrofuran / 1 h / 25 °C 8: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating View Scheme

: 21615-34-9
2-Methoxybenzoyl chloride

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: CH2Cl2 / 2 h / 20 °C 2: thionyl chloride / 1 h / 25 °C 3: tetrahydrofuran / 2 h / 20 °C 4: 88 percent / 4.5 N aq. HCl / 12 h / Heating 5: oxalyl chloride / CH2Cl2 / 3 h / 25 °C 6: tetrahydrofuran / 1 h / 25 °C 7: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating View Scheme

: 145319-09-1
C18H20O3

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at -78 - 20℃;

: 114772-36-0
tert-butyl 4'-methyl-2-biphenylcarboxylate

A: 901768-33-0
4'-dibromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

B: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 5h; Reflux; Inert atmosphere;

: 100-47-0
benzonitrile

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran; hexane / 0.08 h / -78 - -10 °C / Inert atmosphere 1.2: 5 h / -78 - 20 °C / Inert atmosphere 2.1: toluene / 20 °C 3.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; toluene / 4 h / 100 °C / Inert atmosphere 4.1: hydrogenchloride; water / 12 h / Reflux 5.1: oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C 5.2: 1 h / 10 - 20 °C 6.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 8 h / Reflux View Scheme

Yield

Multi-step reaction with 6 steps
1.1: n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran; hexane / 0.08 h / -78 - -10 °C / Inert atmosphere
1.2: 5 h / -78 - 20 °C / Inert atmosphere
2.1: toluene / 20 °C
3.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; toluene / 4 h / 100 °C / Inert atmosphere
4.1: hydrogenchloride; water / 12 h / Reflux
5.1: oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C
5.2: 1 h / 10 - 20 °C
6.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 8 h / Reflux
View Scheme

: C13H18BNO2

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: toluene / 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; toluene / 4 h / 100 °C / Inert atmosphere 3.1: hydrogenchloride; water / 12 h / Reflux 4.1: oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C 4.2: 1 h / 10 - 20 °C 5.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 8 h / Reflux View Scheme

: 214360-47-1
2-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; toluene / 4 h / 100 °C / Inert atmosphere 2.1: hydrogenchloride; water / 12 h / Reflux 3.1: oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C 3.2: 1 h / 10 - 20 °C 4.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 8 h / Reflux View Scheme

: 114772-53-1
2-Cyano-4'-methylbiphenyl

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogenchloride; water / 12 h / Reflux 2.1: oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C 2.2: 1 h / 10 - 20 °C 3.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 8 h / Reflux View Scheme

: 88-65-3
2-bromobenzoic-acid

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dicyclohexyl-carbodiimide / dmap / dichloromethane / 20 h / 20 °C / Inert atmosphere 2: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 0.67 h / 100 °C / Sealed vial 3: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 2 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 6 h / 0 - 20 °C 2.1: sodium carbonate / isopropyl alcohol / 0.5 h / Inert atmosphere 2.2: 40 h / 90 °C / Inert atmosphere 3.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / Reflux View Scheme
Multi-step reaction with 3 steps 1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 h / 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / 1,4-dioxane; water / 0.75 h / 100 °C / Sealed tube 3: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 2 h / 100 °C View Scheme

: 947-84-2
2-Biphenylcarboxylic acid

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / 6 h / Reflux 2: zinc dibromide / dichloromethane / 0.33 h / 30 - 35 °C View Scheme

: 106-38-7
para-bromotoluene

: 110349-26-3
tert-butyl 2-iodobenzoate

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride; tert.-butyl lithium / zinc(II) chloride / tetrahydrofuran; hexane; ethyl acetate; pentane View Scheme

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 139476-12-3
4'-(Azidomethyl)[1,1'-biphenyl]-2-carboxylic acid,1,1-dimethylethyl ester

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide for 24h; Ambient temperature;	100%
With sodium azide In N,N-dimethyl-formamide at 100℃; for 1.5h; Inert atmosphere;	100%
In N-methyl-acetamide; water

: 57260-73-8
N-BOC-1,2-diaminoethane

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 1043607-99-3
4'-[(2-t-butoxycarbonylaminoethylamino)methyl]biphenyl-2-carboxylic acid t-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20℃;	98.4%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 145486-47-1
3-[2(R)-benzyloxypropyl]amino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide

: 170277-86-8
t-Butyl 4'-[[3(R)-[[3-[2(R)-benzyloxypropyl]amino-3-methyl-1-oxobutyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-1-yl]methyl][1,1'-biphenyl]-2-carboxylate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 1.5h; Ambient temperature;	92%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 142385-38-4
6-butyl-4-chloro-1,2-dihydro-2,2-dimethyl-5-pyrimidinecarboxylic acid, ethyl ester

: 142385-39-5
2-butyl-1-<2'-<(1,1-dimethylethoxy)carbonyl><1,1'-biphenyl>-4-yl>-6-chloro-1,4-dihydro-4,4-dimethyl-5-pyrimidinecarboxylic acid, ethyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide for 5h; Ambient temperature;	91.1%

: 1266458-65-4
allyl 2,3-dimethyl-1H-indole-5-carboxylate

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: allyl 1-((2'-(tert-butoxycarbonyl)biphenyl-4-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylate

Conditions

Conditions	Yield
Stage #1: allyl 2,3-dimethyl-1H-indole-5-carboxylate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere; Stage #2: 4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester In N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere;	90%

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 133694-34-5
4’-(2-butyl-4-chloro-5-formylimidazol-1-ylmethyl)biphenyl-2-carboxylic acid t-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	89%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;

: 54855-81-1
2-methylthioquinazolin-4(3H)-one

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 4'-(2-methylsulfanyl-4-oxo-4H-quinazolin-3-ylmethyl)biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 2-methylthioquinazolin-4(3H)-one With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.5h; Stage #2: 4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester In dimethyl sulfoxide at 20℃; for 19h;	88%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride

: 138401-20-4
tert-butyl-4'-<(2-n-butyl-4-oxo-1,3-diazaspiro<4.4>non-1-en-3-yl)methyl>biphenyl-2-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.0180556h; microwave irradiation;	88%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 150694-23-8
3-butyl-1,2,4-oxadiazol-5(4H)-one

: 150694-24-9
4'-<<3-butyl-5-oxo-1,2,4-oxadiazol-4(5H)-yl>methyl><1,1'-biphenyl>-2-carboxylic acid t-butyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 25℃; for 17h;	87%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 4-butyl-1-<<2-(trimethylsilyl)ethoxy>methyl>imidazole

: 1400934-15-7
5-butyl-1-[[2'-(tert-butoxycarbonyl)biphenyl-4-yl]methyl]-3-[(2-(trimethylsilyl)ethoxy)methyl]-1H-imidazolium bromide

Conditions

Conditions	Yield
In acetonitrile for 3h; Reflux; Inert atmosphere;	87%

: 50790-93-7
2-butyl-1H-imidazole

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 1-<<2'-(tert-butoxycarbonyl)biphenyl-4-yl>methyl>-2-butylimidazole

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide 1.) RT, 30 min, 2.) RT, overnight;	86%
With sodium hydride In N,N-dimethyl-formamide	86%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 152628-02-9
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

: 144702-26-1
tert-butyl 4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylate

Conditions

Conditions	Yield
With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 10℃; for 4h;	86%
With sodium In methanol at 70℃; Reagent/catalyst; Temperature; Solvent;	71%
With potassium tert-butylate In N,N-dimethyl acetamide at 75 - 80℃; for 3h; Inert atmosphere;	70%
With potassium tert-butylate 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h; Multistep reaction;
With potassium tert-butylate In dimethyl sulfoxide at 25 - 30℃; for 3.5h; Product distribution / selectivity;

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 177478-49-8
methyl 1,2,3,4-tetrahydroquinoline-6-carboxylate

: methyl 1-((2'-(tert-butoxycarbonyl)-[1,1'-biphenyl]-4-yl)methyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 12h;	85%

: 50790-93-7
2-butyl-1H-imidazole

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 1431152-75-8
2-butyl-N,N'-bis{[2'-(tert-butoxycarbonyl)biphenyl-4-yl]methyl}imidazolium bromide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h; Inert atmosphere;	84%

: 1074-82-4
potassium phtalimide

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 133690-72-9
N-[[2'-(t-Butoxycarbonyl)biphenyl-4-yl]-methyl]phthalimide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 7h; Ambient temperature;	82%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 146953-86-8
4-n-Butyl-imidazole

: 1431152-06-5
4-butyl-N,N'-bis{[2'-(tert-butoxycarbonyl)biphenyl-4-yl]methyl}imidazolium bromide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h; Inert atmosphere;	82%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 150694-39-6
3-butyl-6-(phenylethyl)-4H-1,2,4-oxadiazin-5(6H)-one

: 150694-40-9
4'-<<3-butyl-5,6-dihydro-5-oxo-6-(phenylethyl)-4H-1,2,4-oxadiazin-4-yl>methyl><1,1'-biphenyl>-2-carboxylic acid t-butyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 25℃; for 19h;	81%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 145319-08-0
4-<2'-<(1,1-dimethylethoxy)carbonyl>phenyl>benzaldehyde

Conditions

Conditions	Yield
With hexamethylenetetramine; water; sodium dodecyl-sulfate; lanthanum(lll) triflate at 100℃; for 4.5h; Sommelet Aldehyde Synthesis; Green chemistry;	80%
With silver tetrafluoroborate; chromium chlorochromate; sodium hydrogencarbonate 1.) dimethyl sulfoxide, RT, 6 h 2.) dichloromethane, RT, 1 h; Yield given. Multistep reaction;

: 3-(2-butyl-1H-imidazol-4-yl)propan-1-ol

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

A: 4'-[2-butyl-4-(3-hydroxypropyl)imidazol-1-ylmethyl]biphenyl-2-carboxylic acid tert-butyl ester

B: 4'-[2-butyl-5-(3-hydroxypropyl)imidazol-1-ylmethyl]biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 18h; Inert atmosphere;	A 80% B 6%

...Expand

: 35873-40-6
8-Butyl-1,3-dimethyl-1,2,3,6-tetrahydro-2,6-dioxopurine

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 7-(2'-t-butoxycarbonylbiphenyl-4-yl)methyl-8-n-butyl-1,3-dimethylxanthine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide; mineral oil	78.7%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 150694-19-2
3-butyl-6-methyl-4H-1,2,4-oxadiazin-5(6H)-one

: 150694-20-5
4'-<(3-butyl-5,6-dihydro-6-methyl-5-oxo-4H-1,2,4-oxadiazin-4-yl)methyl><1,1'-biphenyl>-2-carboxylic acid t-butyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 25℃; for 19h;	78%

: 143-33-9
sodium cyanide

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 150871-50-4
4-<2'-(tert-butoxycarbonyl)phenyl>benzyl cyanide

Conditions

Conditions	Yield
In dimethyl sulfoxide 1.) 45-50 deg C, 30 min, 2.) RT, 2.5 h;	76%

: 79907-49-6
2-hydroxymethyl-2,5,7,8-tetramethyl-chroman-6-ol

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 4'-(2-hydroxymethyl-2,5,7,8-tetramethylchroman-6-yloxymethyl)biphenyl-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetone for 48h; Inert atmosphere;	76%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 150758-58-0
3-butyl-6-phenyl-4H-1,2,4-oxadiazin-5(6H)-one

: 4'-<<(oxophenylacetyl)amino>methyl><1,1'-biphenyl>-2-carboxylic acid t-butyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 25℃; for 1h;	75%

: 1092951-05-7
6-hydroxymethyl-4-methyl-2-propyl-1H-benzimidazole

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 1190092-28-4
4'-(6-hydroxymethyl-4-methyl-2-propyl-1H-benzimidazol-1-ylmethyl)biphenyl-2-carboxylic acid t-butyl ester

Conditions

Conditions	Yield
With potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In acetonitrile at 55℃; for 5h; Inert atmosphere;	73.5%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	10.61g

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 152628-02-9
2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

: 921208-39-1
tert butyl 4'-[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-ylmethyl]biphenyl-2-carboxylate hydrochloride

Conditions

Conditions	Yield
Stage #1: 4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester; 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole With potassium hydroxide In water; acetone at 0 - 30℃; for 6.5h; Stage #2: With hydrogenchloride In dichloromethane; water at 20 - 25℃; pH=1.8;	73%

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 142385-35-1
2-butyl-1,6-dihydro-4,6-dimethyl-5-pyrimidinecarboxylic acid, ethyl ester

: 142385-36-2
2-butyl-1-<2'-<(1,1'-dimethylethoxy)carbonyl><1,1'-biphenyl>-4-yl>-1,6-dihydro-4,6-dimethyl-5-pyrimidinecarboxylic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Ambient temperature;	72.5%

tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate Specification

The 4-Bromomethyl biphenyl-2-carboxylate-t-butyl ester, with the CAS registry number 114772-40-6, has the systematic name of tert-butyl 4'-(bromomethyl)biphenyl-2-carboxylate. It belongs to the following product categories: Biphenyl & Diphenyl ether. And the molecular formula of this chemical is C₁₈H₁₉BrO₂.

The physical properties of 4-Bromomethyl biphenyl-2-carboxylate-t-butyl ester are as followings: (1)ACD/LogP: 5.49; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5; (4)ACD/LogD (pH 7.4): 5; (5)ACD/BCF (pH 5.5): 6646; (6)ACD/BCF (pH 7.4): 6646; (7)ACD/KOC (pH 5.5): 18958; (8)ACD/KOC (pH 7.4): 18958; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.57; (14)Molar Refractivity: 89.131 cm³; (15)Molar Volume: 271.672 cm³; (16)Polarizability: 35.334×10^-24cm³; (17)Surface Tension: 41.342 dyne/cm; (18)Density: 1.278 g/cm³; (19)Flash Point: 218.085 °C; (20)Enthalpy of Vaporization: 69.354 kJ/mol; (21)Boiling Point: 436.992 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC(C)(C)C)c2ccccc2c1ccc(cc1)CBr
(2)InChI: InChI=1/C18H19BrO2/c1-18(2,3)21-17(20)16-7-5-4-6-15(16)14-10-8-13(12-19)9-11-14/h4-11H,12H2,1-3H3
(3)InChIKey: YHXCWNQNVMAENQ-UHFFFAOYAJ

Product Name

tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate

Synthetic route

tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate Specification

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